Meropenem

General

Type : Antibiotic, Pyrrolidine, Carbamate, Sulfur Compound

Chemical_Nomenclature : 2S,3R,4S)-4-[(3S,5S)-5-(dimethylcarbamoyl)pyrrolidin-3-yl]sulfanyl-2-[(2S,3R)-3-hydroxy-1-oxobutan-2-yl]-3-methyl-3,4-dihydro-2H-pyrrole-5-carboxylic acid

Canonical SMILES : CC1C(C(=NC1C(C=O)C(C)O)C(=O)O)SC2CC(NC2)C(=O)N(C)C

InChI : InChI=1S\/C17H27N3O5S\/c1-8-13(11(7-21)9(2)22)19-14(17(24)25)15(8)26-10-5-12(18-6-10)16(23)20(3)4\/h7-13,15,18,22H,5-6H2,1-4H3,(H,24,25)\/t8-,9-,10+,11-,12+,13-,15+\/m1\/s1

InChIKey : UUIYVKJXUXGPKB-VGWSNGFZSA-N

Other name(s) : (2S,3R,4S)-4-{[(3S,5S)-5-(dimethylcarbamoyl)pyrrolidin-3-yl]sulfanyl}-2-[(2S,3R)-3-hydroxy-1-oxobutan-2-yl]-3-methyl-3,4-dihydro-2H-pyrrole-5-carboxylic acid  ||  Q27459765  ||  MEPM  ||  (2s,3r,4s)-4-{[(3s,5s)-5-(Dimethylcarbamoyl)pyrrolidin-3-Yl]sulfanyl}-2-[(1s,2r)-1-Formyl-2-Hydroxypropyl]-3-Methyl-3,4-Dihydro-2h-Pyrrole-5-Carboxylic Acid


MW : 385.5

Formula : C17H27N3O5S

CAS_number :

PubChem : 49866926

UniChem : UUIYVKJXUXGPKB-VGWSNGFZSA-N

Target

Families : Meropenem ligand of proteins in family
ACPH_Peptidase_S9

Structure :
7QUN

Protein :
pig-acph

References (2)

Title : A carbapenem antibiotic inhibiting a mammalian serine protease: structure of the acylaminoacyl peptidase-meropenem complex - Kiss-Szeman_2022_Chem.Sci_13_14264
Author(s) : Kiss-Szeman AJ , Takacs L , Orgovan Z , Straner P , Jakli I , Schlosser G , Masiulis S , Harmat V , Menyhard DK , Perczel A
Ref : Chem Sci , 13 :14264 , 2022
Abstract :
PubMedSearch : Kiss-Szeman_2022_Chem.Sci_13_14264
PubMedID: 36545146
Gene_locus related to this paper: pig-acph

Title : Characterization of inhibitory effect of carbapenem antibiotics on the deconjugation of valproic acid glucuronide - Masuo_2010_Drug.Metab.Dispos_38_1828
Author(s) : Masuo Y , Ito K , Yamamoto T , Hisaka A , Honma M , Suzuki H
Ref : Drug Metabolism & Disposition: The Biological Fate of Chemicals , 38 :1828 , 2010
Abstract :
PubMedSearch : Masuo_2010_Drug.Metab.Dispos_38_1828
PubMedID: 20581094